Chirality effects on 1H and 13C NMR chemical shifts for Aerosol OT in reverse micelles assisted by line shape simulations and two-dimensional pulse techniques

Abstract

For the ¹H NMR spectrum of sodium bis(2-ethylhexyl)sulfosuccinate (AOT) in C₆D₆D₂O, the very complex H3′ signals, which have not yet been elucidated, have now been successfully explained by superimposition of the four AB parts, and have been discussed in connection with the diastereoisomers arising from the three asymmetric carbon atoms.

Discussion of the ¹³C NMR signal assignment of AOT in organic solvents has previously been focused on the signals of the head group (CH(SO⁻₃)CH₂) and on the CH₂OCO and OCH₂CH segments. In this study, the signals arising from the other segments of the two chains have been completely assigned to the individual carbon atoms of each 2-ethylhexyl chain, using pulse techniques.

The secondary splitting of the ¹³C chemical shifts was due to the chirality effect of an AOT molecule. In particular, the effect of the chiral centers was found to be concentrated on the α chain and to reach the C6′carbon.